fluopyram |
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GENERAL INFORMATION
for fluopyram
Description: Novel broad spectrum fungicide for use as a foliar application and as a seed treatment to control various diseases. Also has nematicide activity.
Example pests controlled: Botrytis, Powdery mildew, Fusarium virguliforme
Example applications: Potatoes; Sugarbeet; Fruit including apples, grapes and strawberries; Cotton
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 2008
EC Regulation 1107/2009 (repealing 91/414):
Status | Approved |
Dossier rapporteur/co-rapporteur | Denmark |
Date inclusion expires | 31/01/2024 |
EU Candidate for substitution (CfS) | No |
Listed in EU database | Yes |
Approved for use () or known to be used (
) in the following European countries:
AT |
BE |
BG |
CY |
CZ |
DE |
DK |
EE |
EL |
ES |
FI |
FR |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
Also used in: First registrations expected in 2011
Isomerism | - |
Chemical formula | C16H11ClF6N2O |
Canonical SMILES | C1=CC=C(C(=C1)C(=O)NCCC2=C(C=C(C=N2)C(F)(F)F)Cl)C(F)(F)F |
Isomeric SMILES | No data |
International Chemical Identifier key (InChIKey) | KVDJTXBXMWJJEF-UHFFFAOYSA-N |
International Chemical Identifier (InChI) | InChI=1S/C16H11ClF6N2O/c17-12-7-9(15(18,19)20)8-25-13(12)5-6-24-14(26)10-3-1-2-4-11(10)16(21,22)23/h1-4,7-8H,5-6H2,(H,24,26)/f/h24H |
2D structure diagram/image available? | Yes |
Pesticide type | Fungicide, Nematicide | |||
Substance group | Benzamide, pyramide | |||
Minimum active substance purity | 960 g/kg | |||
Known relevant impurities | EU dossier - none declared | |||
Substance origin | Synthetic | |||
Mode of action | Succinate Dehydrogenase Inhibitor. | |||
CAS RN | 658066-35-4 | |||
EC number | - | |||
CIPAC number | 807 | |||
US EPA chemical code | 080302 | |||
PubChem CID | 11158353 | |||
Molecular mass (g mol-1) | 396.76 | |||
PIN (Preferred Identification Name) | N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide | |||
IUPAC name | N-[2-[3-chloro-5-(trifluoromethyl)-2-pyridyl]ethyl]-α,α,α-trifluoro-ortho-toluamide | |||
CAS name | N-(2-(3-chloro-5-(trifluoromethyl)-2-pyridinyl)ethyl)-2-(trifluoromethyl)benzamide | |||
Other status information | - | |||
Relevant Environmental Water Quality Standards | - | |||
Herbicide Resistance Classification (HRAC) | Not applicable | |||
Herbicide Resistance Classification (WSSA) | Not applicable | |||
Insecticide Resistance Classification (IRAC) | Not applicable | |||
Fungicide Resistance Classification (FRAC) | 7 | |||
Examples of recorded resistance | - | |||
Physical state | - | |||
Related substances & organisms | - |
Formulations:
ENVIRONMENTAL FATE
for fluopyram
Key metabolites:
Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy ![]() |
|
N-(2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-hydroxyethyl)-2-(trifluoromethyl)benzamide (Ref: BCS-AA10065) | Soil | 0.042 | Minor fraction, Not relevant |
Other known metabolites:
Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
N-(2-(3-chloro-1-oxide-5-(trifluoromethyl)pyridin-2-yl)ethyl))-2-(trifluoromethyl)benzamide Note: MWt=412.72 |
AE C656948-N-oxide | Plants | - | - |
- | AE C656948-enol-GA | Rat | - | - |
- | AE C656948-phenol | Animal | - | - |
- | AE C656948-phenol-glc | Rat | - | - |
- | AE C656948-phenol-GA | Animal; Rat | - | - |
- | AE C656948-benzamide | Animal; Rat; Plants; Soil | - | - |
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)benzoyl)amino)ethyl beta-D-glucopyranosiduronic acid Note: MWt=588.85 |
AE C656948-7-OH-GA | Animal; Fish; Rat | - | - |
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)phenyl)carbonyl)amino)ethyl hydrogen sulfate Note: MWt=492.78 |
AE C656948-7-OH-SA | Plants | - | - |
N-(2-(3-chloro-5-(trifluoromethyl)pyridine-2-yl)-2-(beta-D-glucopyranosyloxyethyl)-2-(trifluoromethyl) benzamide Note: MWt=574.87 |
AE C656948-7-hydroxy-glc | Plants | - | - |
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)benzoyl)amino)ethyl beta-D-glucopyranoside Note: MWt=660.91 |
AE C656948-7-hydroxy-glc-MA | Plants | - | - |
- | AE C656948-7-OH-phenol | Rat | - | - |
- | AE C656948-7-OH-phenol-GA | Rat | - | - |
- | AE C656948-7-OH-phenol-SA | Rat | - | - |
- | AE C656948-7-OH-methyl-sulfone | Rat | - | - |
- | AE C656948-7-OH-hydroxyphenol-SA | Rat | - | - |
N-(2-(3-chloro-1-oxide-5-(trifluoromethyl)pyridin-2-yl)-1-hydroxyethyl)-2-(trifluoromethyl)benzamide Note: MWt=412.72 |
AE C656948-8-hydroxy | Animal; Fish; Rat; Plants | - | - |
- | AE C656948-di-8-OH-GA | Animal; Rat | - | - |
- | AE C656948-hydroxy-glyc-gluc | Plant | - | - |
- | AE C656948-methoxy-di-OH-GA | Rat | - | - |
N-acetyl-O-(2-(trifluoromethyl)benzoyl)serine Note: MWt=319.24 |
AE C656948-benzoyl-serine | Rat | - | - |
- | AE C656948-hydroxy-benzamide | Rat | - | - |
- | AE C656948-benzamide-OH-GA | Rat | - | - |
- | AE C656948-benzamide-cysteine | Rat | - | - |
- | AE C656948-BA-methyl-sulfoxide | Rat | - | - |
- | AE C656948-BA-methyl-sulfone | Rat | - | - |
- | AE C656948-benzamide-SA | Rat | - | - |
1-O-((2-trifluoromethyl)benzoyl)amine)-beta-D-glucopyranuronic acid Note: MWt=365.3 |
AE C656948-benzamide-N,O-GA | Rat | - | - |
2-(trifluoromethyl)benzoic acid Note: MWt=190.12 |
AE C656948-benzoic acid | Rat; Plants | - | - |
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethanol Note: MWt=225.60 |
AE C656948-pyridyl-hydroxyethyl | Animals | - | - |
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethyl beta-D-glucopyranoside Note: MWt=387.3 |
AE C656948-hydroxyethyl-glc | Plants | - | - |
- | AE C656948-hydroxyethyl-di-glc | Plants | - | - |
- | AE C656948-hydroxyethyl-GA | Animal; Rat | - | - |
- | AE C656948-ethyl-diol | Rat | - | - |
- | AE C656948-ethyl-diol-GA | Rat | - | - |
- | AE C656948-pyrodyl-acetic acid | Animal; Rat; Plants | - | - |
- | AE C656948-hydroxy-PAA | Animal; Rat | - | - |
- | AE C656948-PAA-glycoside | Plant | - | - |
- | AE C656948-pyridyl-methyl-cystein | Rat | - | - |
3-chloro-2-methyl-5-(trifluoromethyl)pyridine Note: MWt=195.57 |
AE C656948-picoline | - | - | - |
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-1-((2-(trifluoromethyl)benzoyl)amino)ethyl 6-O-(carboxyacetyl)-beta-D-glucopyranoside Note: MWt=660.91 |
AE C656948-8-hydroxy-glc-MA | Plants | - | - |
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-1-((2-(trifluoromethyl)benzoyl)amino)ethyl)-beta-D-glucopyranosiduronic acid Note: MWt=588.85 |
AE C656948-8-OH-GA | Animal; Fish; Rat | - | - |
3-(methylsulfinyl)-5-(trifluoromethyl)pyridine-2-carboxylic acid (Ref: AE 1344122) Note: MWt=253.20 |
AE C656948-methyl-sulfoxide | Plants; Soil | - | - |
(Ref: AE C657188) Note: MWt=225.26 |
AE C656948-pyridyl-carboxylic acid | Rat; Plants; Soil | - | - |
N-((E)-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethenyl)-2-(trifluoromethyl)benzamide (Ref: BCS-AA10627) Note: MWt=394.71 |
AE C656948-N-olefine | Animals | - | - |
(Ref: BCS-AA10634) Note: MWt=360.26 |
AE C656948-lactame | Photolysis | - | - |
N-((Z)-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethenyl)-2-(trifluoromethyl)benzamide (Ref: BCS-AA10650) Note: MWt=394.71 |
AE C656948-Z-olefine | Animals | - | - |
HUMAN HEALTH AND PROTECTION
for fluopyram
General:
Property ![]() |
Value | Source/Quality Score/Other Information ![]() |
Interpretation ![]() |
|
Threshold of Toxicological Concern (Cramer Class) ![]() |
High (class III) | - | - | |
Mammals - Acute oral LD50 (mg kg-1) | > 2000 | A5 Rat | Low | |
Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
Mammals - Inhalation LC50 (mg l-1) | > 5.11 | A5 Rat, 4 hr (nose only) | - | |
Other Mammal toxicity endpoints | - | - | ||
ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.012 | A5 Rat, SF=100 | - | |
ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.5 | A5 Rat, SF=100 | - | |
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.05 | A5 Rat, SF=100 | - | |
Dermal penetration studies (%) | 1-3 | A5 concentration dependent | - | |
Dangerous Substances Directive 76/464 | - | - | - | |
Exposure Routes | Public | Acceptable for intended uses | ||
Occupational | Acceptable for intended uses | |||
European MRLs | Click here for the EU MRL pesticide database | |||
Drinking Water Standards | - | - | - | |
Drinking Water MAC (μg l-1) | - | - | - |
Health issues:
Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
A3; B0; C3; D0; E0 | - |
- |
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Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
- |
- |
|
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General human health issues | Possible liver, thyroid and blood toxicant | |||||||
Key: Genotoxicity A: Chromosome aberration (EFSA database) B: DNA damage/repair (EFSA database) C: Gene mutation (EFSA database) D: Genome mutation (EFSA database) E: Unspecified genotoxicity type (miscellaneous data source) 0: No data 1: Positive 2: Mixed/ambiguous results 3: Negative |
Key: Other![]() ![]() ![]() - : No data found |
Handling issues:
Language | Name |
English | fluopyram |
French | - |
German | - |
Danish | - |
Italian | - |
Spanish | - |
Greek | - |
Slovenian | - |
Polish | - |
Swedish | fluopyram |
Hungarian | - |
Dutch | - |
Record last updated: Friday 15 November 2019
Contact: aeru@herts.ac.uk
© University of Hertfordshire